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CHEN Zhiming. Synthesis of spiro [cyclopropane-oxyindole] compounds by organic catalytic reaction[J]. Journal of Yunnan University: Natural Sciences Edition, 2024, 46(2): 319-326. DOI: 10.7540/j.ynu.20230062
Citation: CHEN Zhiming. Synthesis of spiro [cyclopropane-oxyindole] compounds by organic catalytic reaction[J]. Journal of Yunnan University: Natural Sciences Edition, 2024, 46(2): 319-326. DOI: 10.7540/j.ynu.20230062

Synthesis of spiro cyclopropane-oxyindole compounds by organic catalytic reaction

  • In this paper, four thiourea catalysts containing chiral carbon and C2 chiral axis were designed and synthesized successfully, and they were used for the asymmetric synthesis of spiral cyclopropane-indole oxide compounds. The experimental results showed that the synthesis of spiro cyclopropane-oxyindole obtained better yield (89%) and higher enantioselectivity (87%) at room temperature 25 ℃ with 10 mol% 3a as catalyst and CHCl3 as solvent. The reaction has the advantages of friendly environment, mild reaction condition and cheap catalyst. This method provides an important way for the synthesis of snail cyclopropane-oxyindole skeleton with biological pharmacological activity.
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